Holiday rentals in Chestnut

4.97 out of 5 average rating, 101 reviews

Home in Clinton

Upper Deck

Newly renovated, beautiful 3 bedroom home. Conveniently located on the edge of town, minutes from Clinton Lake and Historical downtown Clinton. Close to multiple restaurants, shopping and other entertainment options. The home has a well stocked kitchen with a charming dining room. There is also a large back deck with furniture and a grill. Plenty of on-premise parking with room for up to four trailers and vehicles. This is a second story home so there are stairs to access the property.

4.99 out of 5 average rating, 690 reviews

Loft in Monticello

Monticello Carriage House

This carriage house is located at the back of the property of a 117-year-old historic home 4 blocks from downtown shopping and dining. We're 15 minutes from Allerton Park & Retreat Center, 25 minutes to Champaign and 30 minutes from Decatur. You’ll enjoy the comfy bed, two dining/game spaces, TV area, a small kitchen with cooktop, small refrigerator, microwave, coffee pot and a full bathroom. It is great for a weekend get-away! Come to enjoy Monticello! Same-day bookings-6:30 check-in time

4.98 out of 5 average rating, 458 reviews

Tiny home in Springfield

Tiny Home Cabin - No Cleaning Fee

You won’t forget the peaceful surroundings of this rustic destination. It maybe small at 375 sf, but it has all the features of most hotels with one queen bed and a full bed in the loft. Located near downtown Springfield, IL and many Abraham Lincoln attractions. Deer often walk around the property which is on a quiet dead-end street. The kitchen has most everything you need to cook meals. Plenty of towels, soap, shampoo, and extra pillows too. Also watch Netflix, Hulu, Prime, and Disney.

4.95 out of 5 average rating, 133 reviews

Home in Lincoln

Renovated Retreat

This newly renovated 3BR/2BA home has all the amenities of home—a large and beautiful kitchen/dining area, ample seating in living area, master en-suite with king bed. All bedrooms have new memory foam mattresses. Completely fenced in back and side yard. Cleaned and sanitized with non-toxic cleaners and no perfumes or artificial scents for the allergy sensitive. We have meticulously renovated this property in 2020 with our guests in mind. We hope you will find it a calm and peaceful respite

Guest suite in Springfield

4.84 out of 5 average rating, 137 reviews

Modern Central location 1B1B Suite near Downtown

This historic home has the charm of the old house with the new Modern style set up. It is 3 mins drive from downtown Springfield. Within 5 mins drive to the medical district and the historical sites. This basement unit offers a full-sized memory foam mattress with a private bathroom. 55” TV. A dedicated work space, a romantic dining area. It has microwave, coffee machine,toaster and portable stove,front-load Samsung washer & dryer. (Washer & dryer are shared with main floor unit guests!)

4.97 out of 5 average rating, 697 reviews

Home in Champaign

The Depot B & B: A Peaceful Retreat

Just minutes from campus, downtown, and the airport, The Depot is a historic home attached to 5 wooded acres, a lake, and a "big sky" view across the prairie for watching sunsets and night skies. Originally a train depot constructed in 1857, it has been fully modernized for contemporary living. However, we have taken great effort to preserve its rustic charms that Abraham Lincoln would have known during his circuit riding days before the Civil War. These include graffiti from 1917.

5 out of 5 average rating, 113 reviews

Train in Oreana

The Caboose on Mayberry

Welcome to our mid 1900s caboose TP&W 527 and step back in time. Unwind and relax as you settle into your retreat. Enjoy the view from the cupalo as you browse through one of the books on board, or sit at your dinette and enjoy a board game. Sit out back in one of the adirondack chairs around your own private fire pit and enjoy s'mores, or just a peaceful evening. The caboose has been completely renovated and many modern convienences added. You'll love this unique and romantic escape!

4.95 out of 5 average rating, 104 reviews

Cozy Cottage

Beautiful two bedroom one bath home. Finished basement. Full two car garage. Three car driveway. Gas oven with full size kitchen. Full size washer and dryer. Screened in back porch. Outdoor dining area. Queen bed and full size in bedrooms. Fold out sofa in basement. High speed WiFi with two smart TVs. Two blocks from Millikin University. 5 minutes to downtown Decatur. Quiet street across from elementary school. Come stay at our lovely little piece of Decatur.

4.93 out of 5 average rating, 694 reviews

Flat in Springfield

The Purple Awning House at Lincoln Park

Charming two bedroom apartment overlooking scenic Lincoln Park. The only person closer to Abe will be Mary. Whether you are traveling solo or as part of a group, the Purple Awning House's spacious bedrooms, comfortable couch and a large inflatable bed (if needed) ensures everyone will have a good night's rest. * Note that this is a main floor apartment with another apartment upstairs. They have separate entrances and there is no shared space or ventilation.

4.97 out of 5 average rating, 181 reviews

Loft in Lincoln

Lincoln’s Loft-Hawthorne Loft Downtown Lincoln, IL

Lincoln's Loft - Hawthorne suite is a beautifully renovated, 1600 sq ft, street level apartment in downtown Lincoln, IL that was completed in March of 2021. Lincoln's Loft - Hawthorne Suite is an experience in itself. Decorated to emulate the untouchables, Eliot Ness’ office where they worked to track and convict Al Capone. This historically renovated space is a prime location for entertaining your group downtown, quiet family getaway, or a friends weekend.

4.95 out of 5 average rating, 285 reviews

Flat in Springfield

Full studio apartment by the best Springfield park

Historic home attic converted to a private 3rd floor apartment, featuring private kitchen and bathroom. Located just two blocks from what many would agree is the best park in Springfield, with a pond, a botanical garden, tennis courts, a playground, and nice roads to run, walk, bike, or skate on. We are also very close to downtown as well as other commercial areas. This space is on the 3rd floor with private access from outdoor stairs and keypad entry.

4.99 out of 5 average rating, 146 reviews

Flat in Bloomington

New! Luxury Apartment! Centrally Located!

The whole group will enjoy easy access to everything from this centrally located place. Fully renovated entire first floor unit. A luxurious feel with a complete renovation all while leaving some elements of the classic original design of the home. Enjoy the spacious rooms and ceilings throughout. Fully stocked kitchen with all new appliances and amenities which includes a fully stocked coffee bar. Two bedrooms with each having king sized beds.

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Other great holiday rentals in Chestnut

5 out of 5 average rating, 9 reviews

Flat in Decatur

The Meadow

RandiRating, 5 stars1 month ago

Perfect spot not far from Macon Speedway!

4.82 out of 5 average rating, 236 reviews

Beach Vibes Family & Pet Friendly Cottage

CadneyRating, 5 stars5 days ago

Cute place ! Very responsive and Thank you for the stay !

Superhost

Home in Springfield

4.85 out of 5 average rating, 62 reviews

Elliott’s hideout

GabiRating, 5 stars1 month ago

Jacob was very helpful and understanding of our pets! Would recommend him to anyone wanting a nice place in Springfield! I grew up in Springfield this place was in a better neighborhood than most AirBnBs in Springfield!

4.99 out of 5 average rating, 80 reviews

Hut in Warrensburg

Country Hut House

DawnRating, 5 stars1 month ago

I really enjoyed my stay at the huthouse. This was an beautiful and peaceful space. It was a retreat for me after spending tiring days moving my Millikin student. Staci and Joe were very responsive and provided helpful information about the area. The space had everything I needed including laundry to wash those sweaty moving clothes. There was plenty of parking too. I hope to be back with my husband when we visit the area again.

Superhost

4.82 out of 5 average rating, 99 reviews

Lakefront Haven in Decatur

RaechelRating, 5 stars1 week ago

We were in the area for soccer and had our dogs with us, so didn't want to get a hotel room. Sean's place was right on the lake and had plenty of space for 3 adults, 1 teenager, an elementary aged kiddo, and 2 dogs. Beds were comfy and several areas to sit and enjoy each others company, both inside and out. Highly recommend working with Sean and taking advantage of this serene location.

Superhost

4.74 out of 5 average rating, 94 reviews

Lincoln Manor "Workation" Cottage

BenyRating, 5 stars6 days ago

Definitely one of those places that makes you want to come back to it. You can tell the owner is well traveled, details just make you feel invited and at ease. There's a small trail that you can start walking just a few feet from the front door, a must do when staying here

4.92 out of 5 average rating, 72 reviews

Cottage in Weldon

Clinton Lake Vacation Rentals Charlie’s Lakeside

PangRating, 5 stars2 weeks ago

Beautiful lake home! Hosts were very responsive and friendly! Place described as exactly. Accurate photos! Everything went smooth. Totally recommend this beautiful place!